CN107602334A - The method that one kind removes benzo [α] pyrene in fat-soluble natural extract - Google Patents

The method that one kind removes benzo [α] pyrene in fat-soluble natural extract Download PDF

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Publication number
CN107602334A
CN107602334A CN201710662650.6A CN201710662650A CN107602334A CN 107602334 A CN107602334 A CN 107602334A CN 201710662650 A CN201710662650 A CN 201710662650A CN 107602334 A CN107602334 A CN 107602334A
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natural extract
pyrene
solvent
fat
benzo
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CN201710662650.6A
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连运河
杜精精
安晓东
段志鹏
王沙沙
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Chenguang Biotech Group Co Ltd
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Chenguang Biotech Group Co Ltd
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Priority to CN201710662650.6A priority Critical patent/CN107602334A/en
Publication of CN107602334A publication Critical patent/CN107602334A/en
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    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
    • A23L5/23—Removal of unwanted matter, e.g. deodorisation or detoxification by extraction with solvents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D21/00—Separation of suspended solid particles from liquids by sedimentation
    • B01D21/26—Separation of sediment aided by centrifugal force or centripetal force
    • B01D21/262—Separation of sediment aided by centrifugal force or centripetal force by using a centrifuge
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/21—Alkatrienes; Alkatetraenes; Other alkapolyenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/005—Processes comprising at least two steps in series
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Abstract

The invention discloses a kind of method for removing benzo [α] pyrene in fat-soluble natural extract, the method of the present invention is to add appropriate solvent into natural extract crude product to obtain mixed material, and described solvent is any one or a few in ethyl acetate, n-hexane, hexamethylene, No. 6 solvent naphthas, methanol, ethanol, acetone；Mixed material is heated to 35~65 DEG C, stirred, cool down, be layered after separate levels, obtain sediment and filtrate；Sediment is washed with a small amount of solvent, obtains cleaning product and cleaning solution；Product after washing, low temperature desolvation obtain finished product；Filtrate and cleaning solution recycle directly as solvent.The purifying of natural extract crude product and benzo [α] pyrene are removed a step and completed by this method, are a kind of simple new methods that is efficient, practical, being easy to industrial applications.

Description

The method that one kind removes benzo [α] pyrene in fat-soluble natural extract
The application is that the Application No. 201510801297.6 submitted on November 19th, 2015 is entitled " go by one kind The divisional application of China's application of the method for benzo [α] pyrene in grease removal soluble natural extract ".
Technical field
The invention belongs to natural plant extracts technical field, and in particular to one kind removes benzene in fat-soluble natural extract And the method for [α] pyrene.
Background technology
Benzo [α] pyrene is a kind of multiring aromatic hydrocarbon substance with strong carcinogenesis, and chemical property is very steady at normal temperatures It is fixed, it is primarily present in flue gas, smoke from cigarette, the vehicle exhausts caused by burning such as coal tar, all kinds of carbon blacks and coal, oil, with And in the trade effluent such as coking, oil refining, pitch, plastics, also easily produced in the food of high-temperature cooking.Due to the quantity of automobile Increasingly increase, trade effluent, the discharge capacity of waste gas also remain high always, so benzo [α] pyrene in empty gas and water and soil is dirty Dye amount gradually increases, and the natural plants survived by empty gas and water and soil are also unavoidably by the pollution of benzo [α] pyrene.
Capsanthin, lutein and lycopene etc. be all from natural plants extraction obtain have health active it is new Functional natural colorants, it is very popular with the pure-natural biological activity that it is stronger.With the natural extract market demand Amount increasingly increases, security requirement more and more higher of the people to product.Research finds that some produced both at home and abroad are fat-soluble natural Containing trace or micro benzo [α] pyrene in extract, certain risk be present, therefore under the severe situation of food security, It is necessary the minimizing technology of benzo [α] pyrene in exploitation natural extract.
At present, the minimizing technology about benzo [α] pyrene is steamed using charcoal absorption, ultraviolet lighting degraded or high temperature mostly The methods of evaporating removes benzo [α] pyrene in edible oil, is dropped using means such as lactobacillus absorption, strong oxidizer oxidation, burnings individually Benzo [α] pyrene pollution in low environment, and there is not been reported for the minimizing technology of benzo [α] pyrene in natural extract.Naturally Extract is easily tightly held by activated carbon in itself, and very sensitive to illumination, high mild oxidizing agent, is easily oxidized and is faded, be rotten, So directly using the method for above-mentioned removal benzo [α] pyrene, loss of effective components is serious.Therefore, for the spy of natural extract Property, the minimizing technology for specially developing benzo [α] pyrene suitable for natural extract is extremely important.
The content of the invention
The shortcomings that in order to overcome prior art, the invention provides one kind to remove benzo [α] in fat-soluble natural extract The method of pyrene.This method is easy to operate, and loss of effective components is few, it is easy to accomplish industrialization, can effectively remove and fat-soluble naturally carry Take benzo [α] pyrene in thing.
In order to solve the above technical problems, the technical solution used in the present invention is removed in fat-soluble natural extract to be a kind of The method of benzo [α] pyrene, comprises the following steps：
（1）Appropriate solvent is added into natural extract crude product and obtains mixed material；
（2）Mixed material is heated, stirred, cool down, be layered after separate levels, obtain sediment and filtrate；
（3）The sediment is washed with a small amount of solvent, obtains cleaning product and cleaning solution；
（4）Product after washing, low temperature desolvation obtain finished product；Step（2）The filtrate and step（3）The cleaning solution is straight Connect and recycled as solvent.
Step of the present invention（1）In natural extract crude product be fat-soluble natural extract.
Step of the present invention（1）In natural extract crude product be lycopene oleoresin, lutein extract saponification Any one in thing or capsanthin semi-finished product.
Step of the present invention（1）In solvent for ethyl acetate, n-hexane, hexamethylene, No. 6 solvent naphthas, methanol, second Any one or a few in alcohol, acetone.
Step of the present invention（1）The mass volume ratio of middle natural extract crude product and solvent is 1:2.5~5, wherein Natural extract crude product mass unit is kg, and solvent volume unit is L.
Step of the present invention（2）Middle heating-up temperature is 35~65 DEG C.
Step of the present invention（2）Middle cooling means is cooling water cooling or natural cooling, is cooled to room temperature.
Step of the present invention（2）In make the method for feed separation to centrifuge or being separated by filtration；Filter method is plate Frame filters or vacuum filtration；Filter cloth aperture is 300~1000 mesh.
Step of the present invention（3）Middle solvent for use is any one in ethyl acetate, acetone, n-hexane or hexamethylene It is or several；Solid-liquid ratio is 2:1~4:1.
The present invention mentality of designing be：Natural extract crude product matrix is complicated, sticky, more readily soluble in the solvent of heating Solve and scattered, be advantageous to disperse to discharge by benzo [α] pyrene and active ingredient of parcel.
All solvable in ethyl acetate, methanol, ethanol, acetone, n-hexane, hexamethylene, the micro benzo of benzo [α] pyrene [α] pyrene will not also separate out after system cooling；And fat-soluble natural extract dissolves in above hot solvent, but at different temperatures Dissolubility difference it is larger, system cooling after largely can separate out or be layered.Therefore, separated after cooling, you can by benzo [α] pyrene and Other stroma contaminants remove in the lump, then with the further cleaning product of a small amount of good solvent, you can obtain being practically free of benzo [α] pyrene Natural extract, and be dissolved in a small amount of active ingredient in filtrate and cleaning solution and reclaimed in the lump with solvent, put into new one In the production of wheel, loss is reduced, it is cost-effective.
It is using beneficial effect caused by above-mentioned technical proposal：The present invention utilizes benzo [α] pyrene and natural extract The dissolving sex differernce of active ingredient is handled, and product treatment effect is good, high income；Natural extract crude product is purified and benzene It is time saving and energy saving and [α] pyrene removes a step and completed；Processing product solvent for use can reclaim, and recycle, cost-effective, reduce Blowdown and waste.Whole flow process automaticity is high, easy, quickly, can a step obtain benzo [α] pyrene content and be less than 10 μ g/kg Natural extract product, easily realize industrialized production.
Embodiment
With reference to specific embodiment, the present invention is further detailed explanation.
Embodiment 1
（1）300kg lycopene oleoresins are added into deodorization pot, artificially adding benzo [α] pyrene makes its content reach 30 μ g/ Kg, add 1000L ethyl acetate-ethanols volume ratio 1:1 mixed solvent, capping；
（2）Material is heated to 40 DEG C, stirred, leads to cooling water, after material is cooled to room temperature, material layering；
（3）Material is pumped into flame filter press with vavuum pump to filter, filtrate recovery；
（4）Take 120L low temperature ethyl acetate to be pumped into flame filter press again, from 300 mesh filter clothes, wash the lycopene on sheet frame Crystal, and logical nitrogen be blown to it is half-dried；Cleaning solution reclaims；
（5）Remove the lycopene crystal on sheet frame, low-temperature vacuum drying；Weight yield is 89%, foundation《GBT 22509- The measure reversed-phased high performace liquid chromatographic of 2008 animal and plant fat benzo (a) pyrenes》It is measured, benzo [α] pyrene content<2μg/ Kg, available for formulated product；
（6）The filtrate of recovery and cleaning solution are used for the processing of next pot of lycopene oleoresin, but step as solvent（4）It must make Use novel solvent.
Embodiment 2
（1）It is saponified that 150kg lutein extracts are added into agitator tank, artificially adding benzo [α] pyrene makes its content reach 60 μ g/ Kg, add 450L n-hexanes, capping；
（2）Material is heated to 45 DEG C, stirred；Logical cooling water, after material is cooled to room temperature, material layering；
（3）Material is pumped into flame filter press with vavuum pump to filter, filtrate recovery；
（4）Take 70L low temperature acetone to be pumped into flame filter press, from 1000 mesh filter clothes, wash the lutein crystal on sheet frame, and lead to Nitrogen is blown to half-dried；Cleaning solution reclaims；
（5）The lutein crystal on sheet frame is removed, room temperature in vacuo is dried；Weight yield is 80%, foundation《GBT 22509-2008 The measure reversed-phased high performace liquid chromatographic of animal and plant fat benzo (a) pyrene》It is measured, benzo [α] pyrene content<2 μ g/kg, can For formulated product；
（6）The filtrate of recovery and cleaning solution are used for the saponified processing of next pot of lutein extract, but step as solvent（4）Palpus Use novel solvent.
Embodiment 3
（1）It is saponified that 150kg lutein extracts are added into agitator tank, artificially adding benzo [α] pyrene makes its content reach 30 μ g/ Kg, add 750L n-hexanes, capping；
（2）Material is heated to 65 DEG C, stirred；Logical cooling water, after material is cooled to room temperature, material layering；
（3）Material is pumped into flame filter press with vavuum pump to filter, filtrate recovery；
（4）Take 70L low temperature acetone to be pumped into flame filter press, from 500 mesh filter clothes, wash the lutein crystal on sheet frame, and lead to Nitrogen is blown to half-dried；Cleaning solution reclaims；
（5）The lutein crystal on sheet frame is removed, room temperature in vacuo is dried；Weight yield is 82%, foundation《GBT 22509-2008 The measure reversed-phased high performace liquid chromatographic of animal and plant fat benzo (a) pyrene》It is measured, benzo [α] pyrene content<2 μ g/kg, can For formulated product；
（6）The filtrate of recovery and cleaning solution are used for the saponified processing of next pot of lutein extract, but step as solvent（4）Palpus Use novel solvent.
Embodiment 4
（1）120kg capsanthin semi-finished product are added into agitator tank, artificially adding benzo [α] pyrene makes its content reach 48 μ g/kg, Add 300L methanol, capping.
（2）Material is heated to 35, stirred；Stand, after material naturally cools to room temperature, centrifugation makes levels point From；
（3）Repeat aforesaid operations 1 time；
（4）40L low temperature n-hexanes are taken, wash the capsanthin centrifuged out, then centrifuge；Cleaning solution reclaims；
（5）Capsanthin after the washing vacuum desolvation in 50 DEG C of deodorization pots is residual, and weight yield is 96%, foundation《GBT 22509- The measure reversed-phased high performace liquid chromatographic of 2008 animal and plant fat benzo (a) pyrenes》It is measured, benzo [α] pyrene content<2μg/ Kg, available for formulated product；
（6）The cleaning solution of recovery is used for the processing of next pot of capsanthin semi-finished product, but step as solvent（4）It must use new molten Agent.

Claims (8)

1. the method that one kind removes benzo [α] pyrene in fat-soluble natural extract, it is characterised in that comprise the following steps：
（1）Appropriate solvent is added into fat-soluble natural extract crude product and obtains mixed material；Described solvent is acetic acid second Any one or a few in ester, n-hexane, hexamethylene, No. 6 solvent naphthas, methanol, ethanol, acetone；
（2）Mixed material is heated to 35~65 DEG C, stirred, fat-soluble natural extract crude product is dissolved to solvent In, being subsequently cooled to room temperature makes fat-soluble natural extract crude product be separated out from solvent, makes levels point after making demixing of solvents From obtaining sediment and filtrate；
（3）The sediment is washed with a small amount of solvent, obtains cleaning product and cleaning solution；
（4）Product after washing, low temperature desolvation obtain finished product.
2. a kind of method for removing benzo [α] pyrene in fat-soluble natural extract according to claim 1, its feature exist In step（2）The filtrate and step（3）The cleaning solution is directly as step（1）Solvent recycle.
3. a kind of method for removing benzo [α] pyrene in fat-soluble natural extract according to claim 1, its feature exist In the step（1）In natural extract crude product be that lycopene oleoresin, lutein extract be saponified or capsanthin half Any one in finished product.
4. the method that one kind according to claim 1-3 any one removes benzo [α] pyrene in fat-soluble natural extract, Characterized in that, the step（1）The mass volume ratio of middle natural extract crude product and solvent is 1:2.5~5, wherein naturally Extract crude product mass unit is kg, and solvent volume unit is L.
5. the method that one kind according to claim 1-3 any one removes benzo [α] pyrene in fat-soluble natural extract, Characterized in that, the step（2）Middle cooling means is cooling water cooling or natural cooling.
6. the method that one kind according to claim 1-3 any one removes benzo [α] pyrene in fat-soluble natural extract, Characterized in that, the step（2）In make the method for feed separation to centrifuge or being separated by filtration；Filter method is sheet frame mistake Filter or vacuum filtration；Filter cloth aperture is 300~1000 mesh.
7. the method that one kind according to claim 1-3 any one removes benzo [α] pyrene in fat-soluble natural extract, Characterized in that, step（3）Middle solvent for use is any one or a few in ethyl acetate, acetone, n-hexane or hexamethylene； Solid-liquid ratio is 2:1~4:1.
8. the method that one kind according to claim 1-3 any one removes benzo [α] pyrene in fat-soluble natural extract, Characterized in that, the step（1）、（2）Repeatable operation.
CN201710662650.6A 2015-11-19 2015-11-19 The method that one kind removes benzo [α] pyrene in fat-soluble natural extract Pending CN107602334A (en)

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US11388917B2 (en) 2022-07-19
CN105481745A (en) 2016-04-13
US20180338513A1 (en) 2018-11-29
EP3378851A1 (en) 2018-09-26
EP3378851A4 (en) 2019-06-26

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